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Compare 2939 Condo Rentals in Winter Haven with updated reviews, rates, and availability.

Outdoor pool
Vacation Village at Parkway
3.0 star property
8.2 out of 10, Very Good, (1258)
"I stay at a lot of resorts in the area!! This is one of my favorites 👍"
Vacation Village at Parkway
Dock
Lifetime of Vacations Resort
3.0 star property
9.0 out of 10, Wonderful, (82)
"Place is good Its a older place but its safe and in a great location. Staff is very nice and area is a hub for Disneyland merchandise. "
Lifetime of Vacations Resort
Outdoor pool
Berkley Lake Townhomes
3.0 star property
8.6 out of 10, Excellent, (378)
"Awesome place, totally recommend!"
Berkley Lake Townhomes
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Brand New King Size Bed with pillow top Mattress
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2
9.8 out of 10, Exceptional, (149)
"Such a lovely property. The 2 bedrooms were more than enough for our family of 4. Everything was exactly as described. Great location for the unit, central to both pools (neither of which was very busy) with a beautiful fountain/pond to overlook and enjoy while having morning coffee on the screened in patio. The gated complex is quiet and close to endless choices for dining/shopping. Easy drive to Disney. The owners are wonderful- can’t go wrong staying here."
The price is AED 349
AED 913 total
includes taxes & fees
14 Jun - 15 Jun
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2
Living area
3 miles to Disney, 1st Floor, Gated Resort, Roomy, Comfy & Quiet
9.8 out of 10, Exceptional, (100)
"We booked this stay with the idea in mind that we would be 4 adults and one child. But plans changed and only ended up being 2 adults and 1 child. The house is huge, very spacious. If you’re looking for a great place to relax after a busy day at the Disney parks this is the place for you. The hosts were very accommodating and friendly. Anna was nice enough to allow us an early check in of 12 noon, but we ended up being stock in some heavy traffic. The overall property was great. Heated salt...
3 miles to Disney, 1st Floor, Gated Resort, Roomy, Comfy & Quiet
Windsor Hills Resort
Kevin 8453809653
Water Park & Fantastic Pool only Minutes To Walt Disney World's Front Gate!!!
9.8 out of 10, Exceptional, (188)
"Kevin was a superb host. He always answered immediately with questions and requests. He was always friendly and helpful. The condo was beautiful and clean. Better than we expected and just as pictured! The highchair was used and helpful for my 11 month old grandson. Everything we needed was at our fingertips, whether it was in the condo, the store there, or getting instacart orders. Our family thoroughly enjoyed the wonderful pool and small waterpark. It was great to be able to get well cooked...
Water Park & Fantastic Pool only Minutes To Walt Disney World's Front Gate!!!
View from property
Style, Luxury & Stunning Views, Star Wars
10.0 out of 10, Exceptional, (74)
"Loved everything about this rental; wouldn't change a thing!"
Style, Luxury & Stunning Views, Star Wars
Windsor palm resort pool, toddler pool, hot tub, clubhouse, sport courts
Beautiful - Luxury Condo! Top Resort! 3 Miles From Disney! Get More For Your $$$
9.8 out of 10, Exceptional, (134)
"Very nice condo, nice property, easy access to Disney, Universal, and interstates, would stay there again."
Beautiful - Luxury Condo! Top Resort! 3 Miles From Disney! Get More For Your $$$
Pool
Paradise Dunn Right! Home away from Home at Tuscana!
9.6 out of 10, Exceptional, (66)
"Would definitely stay here again!"
Paradise Dunn Right! Home away from Home at Tuscana!
The Yacht Club- Master Bedroom 2
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
9.8 out of 10, Exceptional, (67)
"It was a special weekend with old friends and we couldn't have picked a better place to stay. The location is very convenient, the apartment is clean and spacious, and we thoroughly enjoyed the breeze sitting on the screened in porch. The view of the moss lined trees overlooking the blooming lily pads in the pond was picture perfect. I cant say enough good things about the gracious host. She was responsive and professional. The beds were as comfortable as could be and the apartment was nicely...
The price is AED 621
AED 1,631 total
includes taxes & fees
4 Jun - 5 Jun
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
RESORT ENTRANCE!
Bahama Bay Resort Unit 28703 - 3BR 2BA Ground Floor Condo - Great Value
9.6 out of 10, Exceptional, (146)
"Family vacation with grandkids. Loved everything about the resort. Enjoyed all the amenties and our unit was perfect. Friendly staff and beautiful grounds. Would return and recommend"
Bahama Bay Resort Unit 28703 - 3BR 2BA Ground Floor Condo - Great Value
Pool
19-104 Two Master Suites, gated resort with heated pool, playground, lakes. gym
9.2 out of 10, Wonderful, (46)
"Great area and very nice quiet area"
19-104 Two Master Suites, gated resort with heated pool, playground, lakes. gym
Pool
2-102 Legacy Dunes resort, Kissimmee, close to Walt Disney World, Heated Pool
10.0 out of 10, Exceptional, (15)
"It was a perfect base for our stay - location-wise it's pretty unbeatable in its proximity to DisneyWorld, and nestled as it is in a large, well-maintained and quiet gated complex (bigger than I realized) . I enjoyed waking to the sound of the fountain on the lake, and loved the pool area for its quiet (but a great playlist though!) and cleanliness. The condo itself was spotless and comfortable, and we particularly appreciated the two ensuites and the large closets. Only thing I would change is...
2-102 Legacy Dunes resort, Kissimmee, close to Walt Disney World, Heated Pool
Welcome to Disney Wonder in Windsor Hills resort
Beautiful 2 bed/2 bath condo in Windsor Hills Resort, just 2 miles to Disney!
8.8 out of 10, Excellent, (70)
"We will definitely be booking this again! Very pleased with the condo and amenities. Love the easy access to all parks and the pool area was fantastic. Only suggestions would be allowing an earlier check in time as the line to check in was backed out onto the highway and the a/c had an override that kept changing back to 80."
Beautiful 2 bed/2 bath condo in Windsor Hills Resort, just 2 miles to Disney!
Welcome to Incredibles Hideaway in Windsor Hills Resort
Windsor Hills 3 bed condo close to pool and water park, just 2 miles from Disney
9.4 out of 10, Exceptional, (127)
"Apartment couldn’t be in a better location with a Super Walmart just 2 min away with gas station and other restaurant and business just a few miles on 192. About 10min from Disney it was a perfect place to stay. The apartment has everything you would need for a Disney stay, it even has a high chair which was perfect for our 18month old."
Windsor Hills 3 bed condo close to pool and water park, just 2 miles from Disney
3 Bed Luxury Premium Rated At Bahama Bay
9.2 out of 10, Wonderful, (133)
"We enjoyed our stay."
3 Bed Luxury Premium Rated At Bahama Bay
Brand New Ashley Queen Sofa Bed
Brand New Award Winning Newly Renovated Condo Near Disney and Universal Studios
9.4 out of 10, Exceptional, (132)
"Travel a lot and this was a very nice departure from Hotel life. Very quiet at night and i slept great. Perfect for getting a home like feel on the road. Zero issues with the property."
The price is AED 257
AED 786 total
includes taxes & fees
28 May - 29 May
Brand New Award Winning Newly Renovated Condo Near Disney and Universal Studios
Top of slide showing kids water park and pool
2 Bd - 2 Ba Condo 1 1/2 Miles From Disney World Entrance
9.6 out of 10, Exceptional, (119)
"Great location only a few miles to Disney"
2 Bd - 2 Ba Condo 1 1/2 Miles From Disney World Entrance
Screened HUGE balcony outside of bedroom 3 with outdoor seating
Grand Getaway at Bahama Bay | Views from 3 balconies
9.4 out of 10, Exceptional, (28)
"We enjoyed our stay at Bahama Bay! Great resort and condo."
Grand Getaway at Bahama Bay | Views from 3 balconies
Room
Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
10.0 out of 10, Exceptional, (42)
"We had a fantastic week at Disney staying at Windsor Hills. Having traveled from UK we didn’t want to bring kitchen things, sheets, towels etc and we didn’t have to, we had more than enough of everything. Washing machine and dryer were a life saver."
Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
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See all available properties in Winter Haven
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Winter Haven

Exterior
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5268)
"This hotel is one my family and I would usually book, however it has absolutely gone down hill fast. There is absolutely NO dining area on premises, zero ice machines, rust and mold in the rooms, and no coffee makers in any rooms. We had to go off property just to even get a meal or snack. Oh and housekeeping is done ONLY after you check out. So needless to say, we WON'T be staying here again."
The price is AED 153
AED 240 total
includes taxes & fees
27 May - 28 May
Seralago Hotel & Suites Main Gate East
Outdoor pool
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (5935)
"Place was clean and quiet. The gentleman that checked me in was very pleasant and helpful"
The price is AED 162
AED 239 total
includes taxes & fees
28 May - 29 May
Ramada by Wyndham Kissimmee Gateway
Aerial view
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very Good, (4719)
"Shuttle accessible to grocery store!! Great!!"
The price is AED 474
AED 648 total
includes taxes & fees
28 May - 29 May
Summer Bay Orlando by Exploria Resorts
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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